Fluorescence Sensing of Anions by Silanediols Bearing Substituted Naphthyl Groups
Silanediols bearing naphthyl moieties substituted at 5‐position with an electron‐withdrawing cyano group and an electron‐donating N,N‐dimethylamino group, respectively, have been prepared and characterized. The substituents on the naphthyl moieties strongly influence the reactivity, photophysical pr...
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| Veröffentlicht in: | ChemPlusChem (Weinheim, Germany) Germany), 2023-02, Vol.88 (2), p.e202300006-n/a |
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| creator | Abe, Shiori Kondo, Shin‐ichi |
| description | Silanediols bearing naphthyl moieties substituted at 5‐position with an electron‐withdrawing cyano group and an electron‐donating N,N‐dimethylamino group, respectively, have been prepared and characterized. The substituents on the naphthyl moieties strongly influence the reactivity, photophysical properties, and sensing abilities for anions. The silanediol bearing 1‐(5‐N,N‐dimethylaminonaphthyl) groups exhibited large Stokes shifts based on intramolecular charge transfer and large quantum yields in organic solvents. The silanediol showed favorable ratiometric fluorescence responses of upon the addition of biologically important anions, AcO− and H2PO4− with the association constants of 4.08×104 and 8.76×103 mol−1 dm3, respectively.
Silanediols bearing substituted naphthyl moieties were synthesized. Photophysical and anion binding properties of the silanediols were evaluated. The silanediol bearing N,N‐dimethylaminonaphthyl groups showed ratiometric fluorescence response to basic oxoanions. |
| doi_str_mv | 10.1002/cplu.202300006 |
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Silanediols bearing substituted naphthyl moieties were synthesized. Photophysical and anion binding properties of the silanediols were evaluated. The silanediol bearing N,N‐dimethylaminonaphthyl groups showed ratiometric fluorescence response to basic oxoanions.</description><identifier>ISSN: 2192-6506</identifier><identifier>EISSN: 2192-6506</identifier><identifier>DOI: 10.1002/cplu.202300006</identifier><identifier>PMID: 36740567</identifier><language>eng</language><publisher>Germany: Blackwell Publishing Ltd</publisher><subject>anion recognition ; Anions ; Charge transfer ; Chemistry ; Cyano groups ; Fluorescence ; fluorescence sensors ; hydrogen bonding ; intramolecular charge transfer ; Organic solvents ; silanols ; Substitutes</subject><ispartof>ChemPlusChem (Weinheim, Germany), 2023-02, Vol.88 (2), p.e202300006-n/a</ispartof><rights>2023 Wiley‐VCH GmbH</rights><rights>2023 Wiley-VCH GmbH.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4396-bd2f1123c2ccd44108696e42ce452ae269623d23baf1ab4c4911aa69073b9b4d3</citedby><cites>FETCH-LOGICAL-c4396-bd2f1123c2ccd44108696e42ce452ae269623d23baf1ab4c4911aa69073b9b4d3</cites><orcidid>0000-0003-1518-5274</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcplu.202300006$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcplu.202300006$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36740567$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Abe, Shiori</creatorcontrib><creatorcontrib>Kondo, Shin‐ichi</creatorcontrib><title>Fluorescence Sensing of Anions by Silanediols Bearing Substituted Naphthyl Groups</title><title>ChemPlusChem (Weinheim, Germany)</title><addtitle>Chempluschem</addtitle><description>Silanediols bearing naphthyl moieties substituted at 5‐position with an electron‐withdrawing cyano group and an electron‐donating N,N‐dimethylamino group, respectively, have been prepared and characterized. The substituents on the naphthyl moieties strongly influence the reactivity, photophysical properties, and sensing abilities for anions. The silanediol bearing 1‐(5‐N,N‐dimethylaminonaphthyl) groups exhibited large Stokes shifts based on intramolecular charge transfer and large quantum yields in organic solvents. The silanediol showed favorable ratiometric fluorescence responses of upon the addition of biologically important anions, AcO− and H2PO4− with the association constants of 4.08×104 and 8.76×103 mol−1 dm3, respectively.
Silanediols bearing substituted naphthyl moieties were synthesized. Photophysical and anion binding properties of the silanediols were evaluated. The silanediol bearing N,N‐dimethylaminonaphthyl groups showed ratiometric fluorescence response to basic oxoanions.</description><subject>anion recognition</subject><subject>Anions</subject><subject>Charge transfer</subject><subject>Chemistry</subject><subject>Cyano groups</subject><subject>Fluorescence</subject><subject>fluorescence sensors</subject><subject>hydrogen bonding</subject><subject>intramolecular charge transfer</subject><subject>Organic solvents</subject><subject>silanols</subject><subject>Substitutes</subject><issn>2192-6506</issn><issn>2192-6506</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNqF0M1LwzAYBvAgihtzV49S8OJlM3mTpstxDjeF4Qdz55Kmqevompo0SP97Wzc_8GIuSeCXhzcPQucEjwnGcK2qwo8BA8Xt4keoD0TAiIeYH_8699DQue0nwSFE9BT1KI8YDnnUR8_zwhurndKl0sFKly4vXwOTBdMyN6ULkiZY5YUsdZqbwgU3WtoOrHzi6rz2tU6DB1lt6k1TBAtrfOXO0EkmC6eHh32A1vPbl9ndaPm4uJ9NlyPFqOCjJIWMEKAKlEoZI3jCBdcMlGYhSA3tDWgKNJEZkQlTTBAiJRc4oolIWEoH6GqfW1nz5rWr413efqPohjXexRBFNCIiBGjp5R-6Nd6W7XSdEhABn9BWjfdKWeOc1Vlc2XwnbRMTHHd9x13f8Xff7YOLQ6xPdjr95l_ttkDswXte6OafuHj2tFz_hH8AiVaLWg</recordid><startdate>202302</startdate><enddate>202302</enddate><creator>Abe, Shiori</creator><creator>Kondo, Shin‐ichi</creator><general>Blackwell Publishing Ltd</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>4T-</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-1518-5274</orcidid></search><sort><creationdate>202302</creationdate><title>Fluorescence Sensing of Anions by Silanediols Bearing Substituted Naphthyl Groups</title><author>Abe, Shiori ; Kondo, Shin‐ichi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4396-bd2f1123c2ccd44108696e42ce452ae269623d23baf1ab4c4911aa69073b9b4d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>anion recognition</topic><topic>Anions</topic><topic>Charge transfer</topic><topic>Chemistry</topic><topic>Cyano groups</topic><topic>Fluorescence</topic><topic>fluorescence sensors</topic><topic>hydrogen bonding</topic><topic>intramolecular charge transfer</topic><topic>Organic solvents</topic><topic>silanols</topic><topic>Substitutes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Abe, Shiori</creatorcontrib><creatorcontrib>Kondo, Shin‐ichi</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Docstoc</collection><collection>MEDLINE - Academic</collection><jtitle>ChemPlusChem (Weinheim, Germany)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Abe, Shiori</au><au>Kondo, Shin‐ichi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Fluorescence Sensing of Anions by Silanediols Bearing Substituted Naphthyl Groups</atitle><jtitle>ChemPlusChem (Weinheim, Germany)</jtitle><addtitle>Chempluschem</addtitle><date>2023-02</date><risdate>2023</risdate><volume>88</volume><issue>2</issue><spage>e202300006</spage><epage>n/a</epage><pages>e202300006-n/a</pages><issn>2192-6506</issn><eissn>2192-6506</eissn><abstract>Silanediols bearing naphthyl moieties substituted at 5‐position with an electron‐withdrawing cyano group and an electron‐donating N,N‐dimethylamino group, respectively, have been prepared and characterized. The substituents on the naphthyl moieties strongly influence the reactivity, photophysical properties, and sensing abilities for anions. The silanediol bearing 1‐(5‐N,N‐dimethylaminonaphthyl) groups exhibited large Stokes shifts based on intramolecular charge transfer and large quantum yields in organic solvents. The silanediol showed favorable ratiometric fluorescence responses of upon the addition of biologically important anions, AcO− and H2PO4− with the association constants of 4.08×104 and 8.76×103 mol−1 dm3, respectively.
Silanediols bearing substituted naphthyl moieties were synthesized. Photophysical and anion binding properties of the silanediols were evaluated. The silanediol bearing N,N‐dimethylaminonaphthyl groups showed ratiometric fluorescence response to basic oxoanions.</abstract><cop>Germany</cop><pub>Blackwell Publishing Ltd</pub><pmid>36740567</pmid><doi>10.1002/cplu.202300006</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0003-1518-5274</orcidid></addata></record> |
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| source | Wiley Journals |
| subjects | anion recognition Anions Charge transfer Chemistry Cyano groups Fluorescence fluorescence sensors hydrogen bonding intramolecular charge transfer Organic solvents silanols Substitutes |
| title | Fluorescence Sensing of Anions by Silanediols Bearing Substituted Naphthyl Groups |
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